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HS-(CH2)11-O-CH2-C6F5 (FO 003)


Because of their intriguing inertness, stability, and potential use as nano-scale corrosion inhibitors, interest in the study of SAMs generated from the adsorption of partially fluorinated alkanethiols or alkyldisulfides onto the surface of gold has garnered substantial interest. [1-6] These studies have found that monolayers films derived from fluorinated alkanethiols are generally robust and essentially defect-free, with the perfluorocarbon segment adopting a helical conformation and possessing a larger van der Waals diameter (ca.5.8 Å ) than those of trans-extended hydrocarbon chains(ca 4.2 Å ). [7-9] As a result, the perfluorocarbon helix augments the film rigidity compared with corresponding hydrocarbon chains, [10] further enhancing their inertness [5] and thereby contributing to their resistance to oxidation [11] and degradation. [12 – 14]. General, SAMs generated from partially fluorinated alkanethiols are highly hydrophobic with contact angels of water in the range 90-120 according to detail structure.

[1] Schonherr, H.; Ringsdorf, H.; Jaschke, M.; Butt, H. J.; Bamberg, E.; Allinson, H.; Evans, S. D. Langmuir 1996 , 12 , 3898 –3904.
[2] Fukushima, H.; Seki, S.; Nishikawa, T.; Takiguchi, H.; Tamada, K.; Abe, K.; Colorado, R.; Graupe, M.; Shmakova, O. E.; Lee, T. R. J. Phys. Chem. B 2000 , 104, 7417 –7423.
[3] Colorado, R.; Lee, T. R. J. Phys. Chem. B 2003 , 107, 10216 –10220.
[4] Colorado, R.; Lee, T. R. Langmuir 2003 , 19 , 3288 –3296.
[5] Tamada, K.; Ishida, T.; Knoll, W.; Fukushima, H.; Colorado, R.; Graupe, M.; Shmakova, O. E.; Lee, T. R. Langmuir 2001 , 17 , 1913 –1921.
[6] Weinstein, R. D.; Moriarty, J.; Cushnie, E.; Colorado, R.; Lee, T. R.; Patel, M.; Alesi, W. R.; Jennings, G. K. J. Phys. Chem. B 2003 , 107, 11626 –11632.
[7] Alves, C. A.; Porter, M. D. Langmuir 1993 , 9, 3507 –3512.
[8] Chidsey, C. E. D.; Loiacono, D. N.Langmuir 1990 , 6, 682 –691.
[9] Tsao, M. W.; Ho ffmann, C. L.; Rabolt, J. F.; Johnson, H. E.; Castner, D. G.; Erdelen, C.; Ringsdorf, H. Langmuir 1997 , 13 , 4317–43 22 .
[10] Liu, G. Y.; Fenter, P.; Chidsey, C. E. D.; Ogletree, D. F.;Eisenberger, P.; Salmeron, M.J. Chem. Phys. 1994 , 101, 4301 –4306.
[11] Wagner, A. J.; Wolfe, G. M.; Fairbrother, D. H. J. Chem. Phys. 2004 , 120, 3799 –3810.
[12] Garbassi, F.; Morroca, M.; Occhiello, E. Polymer Surfaces. Wiley: Chichester, U.K., 1994.
[13] Kinloch, A. J. Adhesion and Adhesives; Chapman and Hall: New York, 1987.
[14] Wu, S. Polymer Interface and Adhesion ; Marcel Decker: New York, 1982.

Standard Products

name catalog no. m n weight price
HS-C11-O-C-C6F5 FO 003-0.1 100 mg Log in to see the prices
HS-C11-O-C-C6F5 FO 003-0.2 200 mg
HS-C11-O-C-C6F5 FO 003-0.5 500 mg

Custom synthesis variants

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